EP0675926B2 - Procede de preparation du vernis de trempage electrophoretique - Google Patents

Procede de preparation du vernis de trempage electrophoretique Download PDF

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Publication number
EP0675926B2
EP0675926B2 EP94902758A EP94902758A EP0675926B2 EP 0675926 B2 EP0675926 B2 EP 0675926B2 EP 94902758 A EP94902758 A EP 94902758A EP 94902758 A EP94902758 A EP 94902758A EP 0675926 B2 EP0675926 B2 EP 0675926B2
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EP
European Patent Office
Prior art keywords
wax
parts
particles
mixture
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP94902758A
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German (de)
English (en)
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EP0675926A1 (fr
EP0675926B1 (fr
Inventor
Karin Eckert
Uwe Buder
Susanne Piontek
Margret Neumann
Ulrich Heimann
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BASF Coatings GmbH
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BASF Coatings GmbH
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Application filed by BASF Coatings GmbH filed Critical BASF Coatings GmbH
Publication of EP0675926A1 publication Critical patent/EP0675926A1/fr
Publication of EP0675926B1 publication Critical patent/EP0675926B1/fr
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
    • C09D5/4488—Cathodic paints
    • C09D5/4492—Cathodic paints containing special additives, e.g. grinding agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S524/901—Electrodepositable compositions

Definitions

  • Cathodically depositable, aqueous electrocoating paints and the above-described process for coating electrically conductive substrates are known (compare, for example, EP-B-301 293, DE-A-35 18 732, DE-A-35 18 770, EP-A-4090, EP -A-12,463, EP-A-262,069, US-A-3,799,854, US-A-4,031,050, US-A-4,252,703, US-A-4,332,711, DE-A-3,108,073, DE-A-27 01 002, EP-A-59 895, DE-A-31 03 642 and DE-A-32 15 891).
  • the cathodic electrodeposition coating with cathodically depositable, aqueous electrodeposition paints has become established as a method for the automatic coating of bulk goods, in particular automobile bodies.
  • Advantages of electrocoating with cathodically depositable, aqueous electrodeposition paints are, for example, the environmental friendliness (water as solvent), very good material yield and high reliability with very extensive automation of the plants.
  • Disturbing rotor markings can arise if, during the baking process, electrocoating emerges, for example, from seams and runs on the coated surface. In the presence of intricately shaped substrates (e.g., V-shaped sheets), the exiting electrodeposition paint can solidify in the form of bridges. In this case, disturbing bridge formation occurs. If, prior to the baking process, water or dilute electrodeposition paint drips onto the surface-dried but not yet baked electrodeposition paint film, troublesome water-drop markings are seen in electro-dip paint films having high water-drop sensitivity after burn-in.
  • the object of the present invention is, in particular, to avoid the above-described disorders as far as possible without the generation of new interfering side effects, such as e.g. Foaming and / or delamination of overcoated layers to eliminate.
  • the particles of wax in powder form or in the form of a dispersion in water, in a water-miscible organic solvent or in a mixture of water-miscible organic solvents in the pigment paste.
  • modified polyolefin more preferably optionally modified polyethylene or polypropylene waxes having a melting point, which is preferably below 150 ° C, more preferably below 140 ° C, especially below 115 ° C.
  • modified polyethylene waxes having a melting point of below 150 ° C., particularly preferably below 140 ° C., very particularly preferably below 115 ° C. in the form of particles having a diameter of from 1 to 20 ⁇ m are very particularly preferably used.
  • the wax particles described above are commercially available (Hoechst polyethylene and polypropylene waxes, Hoechst AG; Vestowax, Chemische Werke Huls, Polywax, Petrolite Corporation, USA; Hi-Wax, Mitsui Petrochemical Industries, Japan; LANCO-WAX, Langer + Co.). , BRD, FORBEST, Lucas Meyer GmbH & Co. KG, Germany, DEUTERON, WOC Schöner GmbH, Germany, etc.).
  • the addition according to the invention of particles of wax to cathodically depositable aqueous electrodeposition paints has a particularly advantageous effect if the electrodeposition paint contains 0.01 to 5.00, preferably 0.05 to 1.00, particularly preferably 0.05 to 0.50, parts by weight. % Wax, based on the total test substance content of the electrodeposition paint.
  • the wax particles described above are preferably used in cathodic electrodepositable aqueous electrodeposition paints containing either a cationic amine-modified epoxy resin or a mixture of cationic amine-modified epoxy resins as a binder and a blocked polyisocyanate or a mixture of blocked polyisocyanates as crosslinking agents and / or by reaction containing a teilblock investigating polyisocyanatesveretzbar made, cationic, amine-modified epoxy resin or a mixture of such self-crosslinkable cationic, amine-modified epoxy resins.
  • the wax particles described above are more preferably used in cathodic electrodepositable aqueous electrodeposition paints containing a cationic amine-modified epoxy resin or a mixture of cationic amine-modified epoxy resins as a binder and a blocked polyisocyanate or a mixture of blocked polyisocyanates as crosslinking agents.
  • the optionally modified polyepoxide is - as already stated - implemented before or after a possible reaction with modifying compounds with one or more amines.
  • the amine (s) should be water-soluble compounds.
  • usable amines are mono- and dialkylamines such as methylamine, ethylamine, propylamine, butylamine, dimethylamine, diethylamine, dipropylamine, methylbutylamine, etc., alkanolamines, e.g. Methylethanolamine, diethanolamine, etc. and dialkylaminoalkylamines, e.g. Dimethylaminoethylamine, diethylaminopropylamine, dimethylaminopropylamine, etc.
  • the polyepoxides are preferably reacted with secondary amines or with a mixture of secondary amines.
  • the polyepoxides reacted with the amines are reacted with an acid, e.g. Boric acid, formic acid, lactic acid, acetic acid, etc. at least partially protonated and dispersed in water.
  • the binder dispersion thus obtained can then be used for the production of electrodeposition paints.
  • Self-crosslinkable amine-modified epoxy resins can be prepared by reacting the above-described reaction products of polyepoxides, optionally modifying compounds and amines with at least one partially blocked polyisocyanate, preferably with at least one half-blocked diisocyanate.
  • binders are well known to those skilled in the art and therefore need not be described in detail here.
  • Also preferably used cationic, amine-modified epoxy resins can be prepared by epoxy compounds which can be prepared by a at 100 to 195 ° C, optionally in the presence of a catalyst carried out by a monofunctional starter reacting either an alcoholic OH group, a phenolic OH Group or an SH group, initiated polyaddition of a diepoxide compound and / or a mixture of diepoxide compounds, optionally together with at least one monoepoxide compound, to an epoxy resin in which diepoxide compound and initiators are incorporated in a molar ratio of greater than 2: 1 to 10: 1 (see DE-OS-35 18 732), as described above reacted with amines and dispersed in water.
  • blocked polyisocyanates are polyisocyanates in which the isocyanate groups have been reacted with a blocking agent (eg, alcohol, phenol, amine, oxime, etc.), wherein the blocking agent has been selected such that the blocked polyisocyanate groups are substituted with the hydroxyl and hydroxyl groups contained in the cationic amine-modified epoxy resin Amino groups only at higher temperatures, usually only react from about 90 °.
  • a blocking agent eg, alcohol, phenol, amine, oxime, etc.
  • Examples of usable polyisocyanates are diisocyanates such as hexamethylene diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, isophorone diisocyanate, etc., and triisocyanates such as trimerized hexamethylene diisocyanate and trimerized isophorone diisocyanate.
  • As polyisocyanates it is also possible to use mixtures of polyisocyanates and prepolymers, in particular prepolymers of polyols and polyisocyanates.
  • Examples of useful blocking agents are: aliphatic, cycloaliphatic and aromatic alkyl monoalcohols, e.g.
  • Other useful blocking agents are hydroxylamines, e.g. Ethanolamine.
  • polyisocyanates can also be used to prepare the self-crosslinking cationic amine-modified epoxy resins. For this it is only necessary to block the polyisocyanates so that an isocyanate group per molecule remains unblocked on a statistical average and then react these partially blocked polyisocyanates with the amine-modified epoxy resin.
  • the electrodeposition paints also contain pigments and / or fillers in addition to the above-described components and may contain organic solvents, antioxidants, surfactants, etc.
  • pigments, fillers and further additives are carried out with the aid of pigment pastes.
  • This procedure and the preparation of pigment pastes are well known to the person skilled in the art (see, for example, the patent documents cited above and DH Parker, Principles of Surface Technology, Intersience Publishers, New York (1965), RL Yates, Electropainting, Robert Draper Ltd., Teddington, England (1966) and HF Payne, Organic Coating Technology, Volume 2, Wiley and Sons, New York (1961).
  • the solids content of the electrodeposition coatings is preferably 7 to 35 wt .-%, particularly preferably 12 to 25 wt .-%.
  • the weight ratio between the cationic, amine-modified epoxy resin and the blocked polyisocyanate is usually between 20 and 1.5, preferably between 5 and 2.5.
  • all of the electrically conductive substrates can be coated with the electrodeposition sheeting produced by the method according to the invention.
  • the electrodeposition paints are used in particular for the coating of automobile bodies.
  • the electrodeposition paints can also be applied by spraying, brushing, doctoring, etc. on electrically conductive and electrically non-conductive substrates and baked.
  • the dispersion has the following characteristics: Solids content 35% (1 hour at 130 ° C) Base salary 0.570 meq / g of solids acidity 0,226 "" pH 6.2
  • the EEW of the reaction mixture is then 860. Meanwhile, 9.91 parts of butyl glycol and 17.88 parts of a polypropylene glycol diglycidyl ether with EEW 333 (DER 732, Dow Chemical) are cooled. At 90 ° C, 4.23 parts of 2-2'-aminoethoxyethanol and 10 minutes later 1.37 parts of N, N-dimethylaminopropylamine are added. The reaction mixture is held at 90 ° C for a further 2 h after short exotherm until the viscosity remains constant, and then diluted with 17.66 parts of butyl glycol. The resin has a solids content of 69.8% (measured at 130 ° C for 1 h).
  • 397 parts by weight of the binder dispersion prepared according to point 2 are diluted with 460 parts by weight of deionized water and with 3 parts by weight of 10% acetic acid.
  • 140 parts by weight of the pigment paste prepared according to point 4.1 are added with stirring.
  • the electrocoating bath is allowed to age for 5 days at room temperature.
  • a phosphated standard test sheet is halved with a metal shears to 10.5 x 9.5 cm.
  • One of the sheet metal halves is stretched with the 10.5 cm long side down in a conical mandrel bending device so that the end of the sheet is the smallest diameter. Then the sheet is bent around the conical dome by 90 °.
  • the bent sheet metal is attached according to the drawing 1/1 by means of 3 welds on a second phosphated standard board (10.5 x 19.5 cm) so that the test pages are superimposed.
  • test specimen prepared according to point 6 is immersed in the prepared according to item 5.1 or in accordance with item 5.2 electrocoating in a vertical position and connected as a cathode.
  • the deposition of the paint films takes place during 2 minutes at about 350 volts.
  • the bath temperature is maintained at 29 ° C.
  • the deposited wet films are rinsed with deionized water.
  • the paint films are baked at 165 ° C for 20 minutes.
  • the test specimen coated with the aid of the electrocoating bath prepared in accordance with point 5.2 exhibits markedly less disturbing rotor markings and greatly reduced bridge formation in comparison to the test specimen coated with the aid of the electrocoating bath prepared according to item 5.1.
  • a phosphated standard test panel is immersed in the electrocoating bath prepared according to item 5.1 or in item 5.2 and switched as the cathode.
  • the deposition of the paint films takes place during 2 minutes at about 350 volts.
  • the bath temperature is maintained at 29 ° C.
  • the deposited wet films are rinsed with deionized water, dried for 5 minutes at room temperature and provided with water drops of deionized water.
  • the paint films are baked in a horizontal position at 165 ° C. for 20 minutes. This with the help of the according to point 5.2.
  • the test sheet coated with the electrocoating bath produced has significantly less disruptive water droplet markings.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Liquid Crystal (AREA)
  • Manufacturing Of Electric Cables (AREA)
  • Non-Insulated Conductors (AREA)

Claims (4)

  1. Procédé de fabrication de peintures électrophorétiques à l'eau pouvant être déposées par voie cathodique, qui contiennent des particules de cire ayant une granulométrie de 1 à 20 µm, caractérisé en ce que la cire est incorporée dans les peintures électrophorétiques à l'eau à l'aide de pâtes pigmentaires.
  2. Procédé selon la revendication 1, caractérisé en ce que les particules de cire sont constituées d'une cire de polyoléfine éventuellement modifiée.
  3. Procédé selon la revendication 2, caractérisé en ce que les particules de cire sont constituées d'une cire de polyéthylène éventuellement modifiée.
  4. Procédé selon la revendication 2, caractérisé en ce que les particules de cire sont constituées d'une cire de polypropylène éventuellement modifiée.
EP94902758A 1992-12-24 1993-12-10 Procede de preparation du vernis de trempage electrophoretique Expired - Lifetime EP0675926B2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4244209A DE4244209A1 (de) 1992-12-24 1992-12-24 Elektrotauchlacke und Verfahren zur Beschichtung elektrisch leitfähiger Substrate
DE4244209 1992-12-24
PCT/EP1993/003500 WO1994014901A1 (fr) 1992-12-24 1993-12-10 Vernis de trempage electrophoretique et procede de recouvrement de substrats electroconducteurs

Publications (3)

Publication Number Publication Date
EP0675926A1 EP0675926A1 (fr) 1995-10-11
EP0675926B1 EP0675926B1 (fr) 1998-04-08
EP0675926B2 true EP0675926B2 (fr) 2006-09-13

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ID=6476622

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EP94902758A Expired - Lifetime EP0675926B2 (fr) 1992-12-24 1993-12-10 Procede de preparation du vernis de trempage electrophoretique

Country Status (13)

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US (1) US5980715A (fr)
EP (1) EP0675926B2 (fr)
JP (1) JP3939749B2 (fr)
KR (1) KR100240902B1 (fr)
CN (1) CN1036205C (fr)
AT (1) ATE164869T1 (fr)
AU (1) AU681615B2 (fr)
BR (1) BR9307741A (fr)
CA (1) CA2151609C (fr)
DE (2) DE4244209A1 (fr)
DK (1) DK0675926T3 (fr)
ES (1) ES2117780T5 (fr)
WO (1) WO1994014901A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19541907A1 (de) * 1995-11-10 1997-05-15 Herberts Gmbh Verfahren zur Herstellung von wachsartigen und/oder bitumenartigen Überzügen auf elektrisch leitfähigen Oberflächen
US20050211275A1 (en) * 2004-03-26 2005-09-29 Yar-Ming Wang Surface-cleaning to remove metal and other contaminants using hydrogen
US8497359B2 (en) * 2010-02-26 2013-07-30 Ppg Industries Ohio, Inc. Cationic electrodepositable coating composition comprising lignin
DE102012105706A1 (de) * 2012-06-28 2014-01-02 Ewald Dörken Ag Beschichtungszusammensetzung
WO2023117888A1 (fr) 2021-12-21 2023-06-29 Basf Se Passeport de produit chimique pour données d'émission

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993006263A1 (fr) † 1991-09-26 1993-04-01 Basf Lacke + Farben Aktiengesellschaft Procede pour le revetement interieur electrophoretique de recipients metalliques servant a la conservation d'aliments et de boissons

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US347668A (en) * 1886-08-17 William
US460085A (en) * 1891-09-22 Henry farmer
DE1571083A1 (de) * 1965-10-08 1970-12-17 Metallgesellschaft Ag Verfahren zur elektrophoretischen Beschichtung von Gegenstaenden
JPS5140585B2 (fr) * 1971-10-06 1976-11-04
DE2923589B1 (de) * 1979-06-11 1980-06-04 Basf Farben & Fasern Waessrige Dispersion
DE3336749A1 (de) * 1983-10-08 1985-04-18 Herberts Gmbh, 5600 Wuppertal Kathodisch abscheidbares waessriges elektrotauchlack-ueberzugsmittel und dessen verwendung
JPH01298198A (ja) * 1988-05-26 1989-12-01 Kansai Paint Co Ltd 高防食性カチオン電着塗膜の形成方法
JPH02194946A (ja) * 1989-01-23 1990-08-01 Nippon Steel Corp 高カチオン電着塗装性有機複合めっき鋼板
CA2031380A1 (fr) * 1989-12-04 1991-06-05 Kenshiro Tobinaga Composition cationique pour revetement electrolytique
US5166255A (en) * 1990-09-10 1992-11-24 Basf Corporation Metallic water borne base coat composition based on acrylic latex resins using an acrylic resin having acid and nonionic functionality for aluminum storage and a pregelled hetorite clay for rheology control--water base 4

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993006263A1 (fr) † 1991-09-26 1993-04-01 Basf Lacke + Farben Aktiengesellschaft Procede pour le revetement interieur electrophoretique de recipients metalliques servant a la conservation d'aliments et de boissons

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Datenblatt fuer Forbest MF II †
Karsten Lackrohstoff-Tabellen, 8. Aufl., 1987, S. 627-33 †
LUBA-print information, August 1980 †
Patent Abstracts of Japan, Sect. C., no. 689, vol. 14, no. 8, p. 147, 15.02.90 & JP-A-1 298 198 †
Teilübersetzung der japanischen Patentschrift JP-A-1 298 198 †

Also Published As

Publication number Publication date
ES2117780T3 (es) 1998-08-16
CA2151609A1 (fr) 1994-07-07
WO1994014901A1 (fr) 1994-07-07
AU681615B2 (en) 1997-09-04
KR960700316A (ko) 1996-01-19
BR9307741A (pt) 1999-08-31
ES2117780T5 (es) 2007-05-01
US5980715A (en) 1999-11-09
DE4244209A1 (de) 1994-06-30
DK0675926T3 (da) 1999-01-25
EP0675926A1 (fr) 1995-10-11
JPH08504863A (ja) 1996-05-28
CN1036205C (zh) 1997-10-22
AU5699294A (en) 1994-07-19
DE59308398D1 (de) 1998-05-14
JP3939749B2 (ja) 2007-07-04
CA2151609C (fr) 2004-06-01
EP0675926B1 (fr) 1998-04-08
ATE164869T1 (de) 1998-04-15
CN1088951A (zh) 1994-07-06
KR100240902B1 (ko) 2000-01-15

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